Facile synthesis of sulfinate esters from aryl iodides via direct oxidation of thioesters DOI Creative Commons
Keisuke Nakamura,

Yukiko Kumagai,

Akihiro Kobayashi

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 21(34), С. 6886 - 6891

Опубликована: Янв. 1, 2023

A practical method to synthesize sulfinate esters from aryl iodides is disclosed. Direct oxidation of thioesters prepared by copper-catalyzed C–S formation realized the efficient synthesis esters.

Язык: Английский

Advances and perspectives on photochemical/electrochemical synthesis of nitrogen, sulfur, and phosphorus heteroatom containing compounds from biomass-based feedstocks DOI

Hanjing Tian,

Anping Wang, Pan Hu

и другие.

Industrial Crops and Products, Год журнала: 2024, Номер 222, С. 119738 - 119738

Опубликована: Сен. 27, 2024

Язык: Английский

Процитировано

4

Progress on direct transformation of thiols to sulfinyl compounds DOI
Lei Shen, Jiyu Tang, Qingle Zeng

и другие.

Phosphorus, sulfur, and silicon and the related elements, Год журнала: 2025, Номер unknown, С. 1 - 9

Опубликована: Янв. 26, 2025

Язык: Английский

Процитировано

0

Recent advances in the synthesis and transformations of sulfinate esters DOI Creative Commons
Suguru Yoshida

Chemical Communications, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

Recent sulfinate esters chemistry is summarized in this feature article. Efficient methods to synthesize diverse from readily available starting materials and various modern transformations of are introduced.

Язык: Английский

Процитировано

0

Membrane-free selective oxidation of thioethers with water over a nickel phosphide nanocube electrode DOI Creative Commons
Shuyan Han, Changhong Wang, Yanmei Shi

и другие.

Cell Reports Physical Science, Год журнала: 2021, Номер 2(6), С. 100462 - 100462

Опубликована: Июнь 1, 2021

Summary Developing a membrane-free oxidation reaction, especially using water as the oxygen source, to generate high-value chemicals with high selectivity for replacing low-value O2 over cost-effective catalyst is significant. In this study, nickel phosphide (Ni2P) hollow nanocubes are designed and shown enable selective of thioethers sulfoxides sulfones H2O. situ Raman data reveal surface reconstruction Ni2P NiOOH, resulting NiII/NiIII redox couple promotes transformation. The 18O-labeling experiments confirm H2O source. A cross-coupling sulfur-related radical hydroxyl proposed. Sulfoxides yields can be controlled via potential modulation, which challenging traditional methods. Deuterated readily synthesized one-pot thioether tandem H/D exchange processes. Wide substrate scopes, good functional group compatibilities, integrating hydrogen production, paired synthesis deuterated sulfoxide arene highlight strategy.

Язык: Английский

Процитировано

26

NHPI/O2‐Mediated Electrochemical Intermolecular Cyclization/Dehydrogenation for the Construction of Polycyclic Quinazolinones DOI
Lei Liu,

Zhenhui Xu,

Jie Lin

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 365(13), С. 2248 - 2254

Опубликована: Май 27, 2023

Abstract Herein, an eco‐friendly and atom‐economical electrochemical methodology with isatins 1,2,3,4‐tetrahydroisoquinolines through NHPI/O 2 ‐mediated intermolecular oxidation/annulation is disclosed, leading to a variety of polycyclic quinazolinones in 46–82% yields. This oxidative cyclization proceeded transition metal‐ strong oxidant‐free conditions generated H CO as byproducts. Additionally, late‐stage functionalization broad substrate scope demonstrated the synthetic usefulness this protocol.

Язык: Английский

Процитировано

10

Disulfides as versatile starting reagents: effective sulfonylation of alkenes with disulfides under electrochemical conditions DOI
Olga M. Mulina, Mikhail M. Doronin, Liang‐Nian He

и другие.

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(14), С. 3559 - 3566

Опубликована: Янв. 1, 2023

The unexpectedly effective use of disulfides as S-partners in electrochemical C–S coupling is demonstrated.

Язык: Английский

Процитировано

10

Electrochemical Three-Component C–H Functionalization of Indoles with Sodium Bisulfite and Alcohols to Access Indole-Containing Sulfonate Esters DOI
Wei Zhou, Peng Chen, Xiaoqing Xie

и другие.

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 4, 2025

Herein, an efficient electrochemical three-component C-H functionalization of indoles with sodium bisulfite and alcohols is described, providing a sustainable convenient synthetic route for the construction structurally valuable indole-containing sulfonate esters in moderate to good yields. This protocol proceeds undivided cell without any metal catalysts or oxidants, features broad substrate scope, has excellent functional group tolerance. Preliminary mechanistic studies suggest that radical-radical pathway may be involved this reaction system.

Язык: Английский

Процитировано

0

Oxidative cross-coupling of thiols for S–X (X = S, N, O, P, and C) bond formation: mechanistic aspects DOI
Hye‐Young Jang

Organic & Biomolecular Chemistry, Год журнала: 2021, Номер 19(40), С. 8656 - 8686

Опубликована: Янв. 1, 2021

This review describes the oxidative cross-couplings of thiols forming various organosulfur compounds, focusing on critical intermediates such as sulfenyl halides, thiyl radicals, sulfenium cations, disulfides, and organo-transition metal intermediates.

Язык: Английский

Процитировано

22

Electrochemical Heteroatom‐Heteroatom Bond Construction DOI
Zhiying Du,

Qiqi Qi,

Wei Gao

и другие.

The Chemical Record, Год журнала: 2021, Номер 22(1)

Опубликована: Авг. 31, 2021

Heteroatom-heteroatom linkage, with S-S bond as a presentative motif, served crucial role in biochemicals, pharmaceuticals, pesticides, and material sciences. Thus, preparation of the privileged scaffold has always been attracting tremendous attention from synthetic community. However, classic protocols suffered several drawbacks, such toxic unstable agents, poor functional group tolerance, multiple steps, explosive oxidizing regents well transitional metal catalysts. Electrochemical organic synthesis exhibited promising alternative to traditional chemical reaction due sustainable electricity can be employed traceless redox agents. Hence, oxidants and/or metals could discarded under mild high efficiency. In this context, series electrochemical approaches for construction heteroatom-heteroatom were reviewed. Notably, most cases illustrated dehydrogenative feature clean energy molecules hydrogen sole by-product.

Язык: Английский

Процитировано

19

Electrochemical Trifluoromethylation of Thiophenols with Sodium Trifluoromethanesulfinate DOI
Xingxing Zhu,

Huai-Qin Wang,

Chenguang Li

и другие.

The Journal of Organic Chemistry, Год журнала: 2021, Номер 86(22), С. 16114 - 16120

Опубликована: Янв. 8, 2021

We developed an electrochemical trifluoromethylation of thiophenols without the use metal catalysts and oxidants. This reaction features mild conditions, readily available substrate, as well moderate to good yields. In addition, this protocol can be easily scaled up with efficiency.

Язык: Английский

Процитировано

18